Abstract (S,S)-2-Amino-3-phenylbutyric acid was synthesized starting from diethyl (R)-(1-phenylethyl)malonate which was obtained by desulfurization of the adduct in the stereoselective Michael reaction of (R)-styryl p-tolyl sulfoxide with diethyl malonate. This synthetic amino acid was identical with the 2-amino-3-phenylbutyric acid obtained by degradation of bottromycin and thus the absolute configuration of the naturally occurring amino acid was proved to be (S,S).
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Tsuchihashi et al. (1979) studied this question.
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